1-(4-Fluorophenyl)-1-propanone

clear yellow liquid after melting

General procedure: In a sealed tube, under nitrogen atmosphere, the ruthenium complex [RuCl2( 6-C6H6)(PTA-Me)] (3a) (0.02–0.1 mmol; 0.5–2.5 molpercent of Ru) and K2CO3 (0.05–0.25 mmol; 1.25–6.25 molpercent) were added to a solution of the corresponding allylic alcohol 4a–o (4 mmol) in tetrahydrofuran (4 mL), and the resulting mixture stirred at 75 °C for the indicated time (see Table 4 and Scheme 3). The course of the reaction was monitored by taking regularly samples of ca. 10 L which after dilution with dichloromethane (3 mL) were analyzed by GC. After the reaction was finished, the mixture was cooled to room temperature leading to the partial precipitation of 3a. The solid was separated by filtration and the reaction product isolated by solvent removal and chromatographic workup of the residue on silica-gel using a mixture of EtOAc–hexane (1:10) as eluent. The identity of the resulting carbonyl compounds 5a–o was assessed by comparison of their retention times with those of commercially available pure samples (Sigma–Aldrich or Acros Organics), by their fragmentation in GC/MS, and/or NMR spectroscopy.To a solution of anhydrous A1C13 (13.8 g, 104 mmol) in DCM (10 mL) at 0C, a solution of propionyl chloride (6.8 mL, 78.1 mmol) in DCM (25 mL) was added drop wise and the reaction mixture was stirred at RT for 1H. To this a solution, fluorobenzene (CV, 5.0 g, 52.0 mmol) in DCM (15 mL) was added drop wise and the reaction mixture was stirred at RT for 12 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was quenched with water and extracted with EtOAc. The combined organic layer was washed with brine, dried over anhydrous Na2S04 and concentrated under reduced pressure. The crude product was purified by column chromatography using 5percent EtOAc/hexane to afford compound CW (4.0 g, 50percent) as an off white solid LC-MS: m/z 153.05 [M+H]+.General procedure: To a stirred solution of Grignard reagent (1.0 M in THF, 10 mmol) was slowly added Weinrebamide 2 (500 mg, 3.3 mmol) in dry THF (5 mL) under argon atmosphere overa period of 10-15 min at 0-5°C. The reaction mixture was stirred at 0-5°C till completion of the reaction (indicated by TLC) (see Table S-2). The reaction mixture was then quenched with saturated aqueous solution of NH

Molecular Weight:152.16
XLogP3:2.5
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:2
Exact Mass:152.063743068
Monoisotopic Mass:152.063743068
Topological Polar Surface Area:17.1
Heavy Atom Count:11
Complexity:137
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes